N-((R)-1-((S)-6-amino-1-oxo-1-(4-(pyridin-4-yl)piperazin-1-yl)hexan-2-ylamino)-3-(benzo[b]thiophen-2-yl)-1-oxopropan-2-yl)-4-(2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)piperidine-1-carboxamide

ID: ALA3288290

Chembl Id: CHEMBL3288290

PubChem CID: 86298538

Max Phase: Preclinical

Molecular Formula: C40H47N9O5S

Molecular Weight: 765.94

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC[C@H](NC(=O)[C@@H](Cc1cc2ccccc2s1)NC(=O)N1CCC(n2c(=O)[nH]c3ccccc3c2=O)CC1)C(=O)N1CCN(c2ccncc2)CC1

Standard InChI:  InChI=1S/C40H47N9O5S/c41-16-6-5-10-33(38(52)47-23-21-46(22-24-47)28-12-17-42-18-13-28)43-36(50)34(26-30-25-27-7-1-4-11-35(27)55-30)45-39(53)48-19-14-29(15-20-48)49-37(51)31-8-2-3-9-32(31)44-40(49)54/h1-4,7-9,11-13,17-18,25,29,33-34H,5-6,10,14-16,19-24,26,41H2,(H,43,50)(H,44,54)(H,45,53)/t33-,34+/m0/s1

Standard InChI Key:  FDBAKQVBPQKPKG-SZAHLOSFSA-N

Alternative Forms

1. Parent:

   

   ALA3288290

   N-[(2R)-1-[[(2S)-6-amino-1-oxo-1-(4-pyridin-4-ylpiperazin-1-yl)hexan-2-yl]amino]-3-(1-benzothiophen-2-yl)-1-oxopropan-2-yl]-4-(2,4-dioxo-1H-quinazolin-3-yl)piperidine-1-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 765.94

Molecular Weight (Monoisotopic): 765.3421

AlogP: 3.22

#Rotatable Bonds: 12

Polar Surface Area: 178.76

Molecular Species: BASE

HBA: 10

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.73

CX Basic pKa: 10.19

CX LogP: 2.83

CX LogD: -0.47

Aromatic Rings: 5

Heavy Atoms: 55

QED Weighted: 0.14

Np Likeness Score: -1.06

References

1. Dasgupta B, Kozlowski E, Schroeder DR, Torrente JR, Xu C, Pin S, Conway CM, Dubowchik GM, Macor JE, Vrudhula VM..  (2014)  Serendipitous oxidation product of BIBN4096BS: a potent CGRP receptor antagonist.,  24  (12): [PMID:24794104] [10.1016/j.bmcl.2014.04.033]

Source

Source(1):

• Scientific Literature